225827

N,N′-Disuccinimidyl carbonate

≥95%

• Synonym(s): N-Succinimidyl carbonate, DSC, Di(N-succinimidyl) carbonate
• Empirical Formula (Hill Notation): C₉H₈N₂O₇
• CAS Number: 74124-79-1
• Molecular Weight: 256.17
• Beilstein/REAXYS Number: 1499137
• EC Number: 277-730-3
• MDL number: MFCD00009767
• UNSPSC Code: 12352108
• PubChem Substance ID: 24853526
• NACRES: NA.22

Properties

• Quality Level: 200
• assay: ≥95%
• form: powder or crystals
• reaction suitability: reaction type: Carbonylations
• mp: 190 °C (dec.) (lit.)
• application(s): peptide synthesis
• storage temp.: 2-8°C
• SMILES string: O=C1CCC(=O)N1OC(=O)ON2C(=O)CCC2=O
• InChI: 1S/C9H8N2O7/c12-5-1-2-6(13)10(5)17-9(16)18-11-7(14)3-4-8(11)15/h1-4H2
• InChI key: PFYXSUNOLOJMDX-UHFFFAOYSA-N

Description

General description

N,N′-Disuccinimidyl carbonate is used for the HPLC determination of amino compounds.

Application

N,N′-Disuccinimidyl carbonate may be used:

• As an activating reagent for the reactive patterning of polymer brushes to couple primary amines via post-functionalization.
• As an alkoxycarbonylating reagent for a variety of primary and sterically hindered secondary alcohols, which further allows the synthesis of different structurally diverse carbamates.
• As a coupling agent for the synthesis of thiophospholipids, commonly used for anchoring biomembranes to gold surfaces.

It can also be used to prepare a heterobifunctional, cleavable linker-SVEC-(succinimide vinylsufonylethyl carbonate)-for thiol modified-DNA.

Safety Information

• pictograms: GHS07,GHS08
• signalword: Warning
• hcodes: H302 - H319 - H373
• pcodes: P260 - P264 - P270 - P301 + P312 - P305 + P351 + P338 - P314
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - STOT RE 2 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves